103322-03-8Relevant articles and documents
Pathways for the Decomposition of Alkylaryltriazenes in Aqueous Solution
Jones, Caroline C.,Kelly, Migel A.,Sinnott, Michael L.,Smith, Paul J.,Tzotzos, George T.
, p. 1655 - 1664 (2007/10/02)
Primary alkylaryltriazenes give solvent-equilibrated alkenediazonium ions and anilines in aqueous solution at 25 deg C by two processes.The first, an A-SE2(N) reaction, involves immobilisation of a molecule of catalysing acid, and a transition state in which the proton is essentially completely transferred and little breakage of the N-N bond has occurred.The structure of this transition state varies with the strength of the catalysing acid and the pKa of the liberated aniline in a way interpretable in terms of a More O'Ferrall-Jencks diagram.The second process is the departure of aniline anion without acid assistance.The first process is governed by positive, the second by negative, βlg values.